MiMeDB: Showing metabocard for Carolacton (MMDBc0009607)

Record Information

Version

2.0

Status

Detected and Quantified

Creation Date

2021-05-15 02:04:29 UTC

Update Date

2025-10-07 16:05:38 UTC

Metabolite ID

MMDBc0009607

Metabolite Identification

Common Name

Carolacton

Description

Carolacton is a natural product macrolactone belonging to the class of metabolites. It is derived from the bacterium Sorangium cellulosum and has garnered attention for its biological activities, particularly as an inhibitor of the enzyme MTHFD1. Studies have demonstrated that carolacton exhibits potent antiviral properties against various RNA viruses, including SARS-CoV-2, making it a promising candidate for therapeutic applications (PMID:38170945 ). Additionally, it has been identified as having biofilm inhibitory activity, although its specific biological target was previously unknown (PMID:39133525 ). The synthesis of carolacton has been achieved through a concise total synthesis involving key reactions such as Krische allylation and RCM (PMID:38170945 ). Furthermore, carolacton and its simplified analogues have shown notable antiviral activity, paving the way for further exploration of their therapeutic potential (PMID:38170945 ). The compound is part of a broader category of natural products that exhibit anti-biofilm activity, highlighting its relevance in both microbiology and virology (PMID:32608431 ). Overall, carolacton represents a significant advancement in the search for effective antiviral agents and biofilm inhibitors.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305152104042D          

 44 44  0  0  1  0            999 V2000
   -3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    1.6500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4289    4.1250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4289    4.1250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0000    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    4.1250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5724    3.7125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.0013    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    1.6500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7145    3.7125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    0.4125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    2.4750    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    2.0625    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    4.5375    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    4.5375    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    4.5375    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    3.3000    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    0.8250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    3.3000    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  8  7  1  0  0  0  0
  9  7  1  0  0  0  0
 11 10  2  0  0  0  0
 14  1  1  6  0  0  0
 14  8  1  0  0  0  0
 14 10  1  0  0  0  0
 15  2  1  6  0  0  0
 15  9  1  0  0  0  0
 16  3  1  1  0  0  0
 16 12  1  0  0  0  0
 17  4  1  0  0  0  0
 17 12  2  0  0  0  0
 18  5  1  6  0  0  0
 19 11  1  0  0  0  0
 20 13  1  0  0  0  0
 20 18  1  0  0  0  0
 21 13  1  0  0  0  0
 22 16  1  0  0  0  0
 22 18  1  0  0  0  0
 23 19  1  0  0  0  0
 24 15  1  0  0  0  0
 24 17  1  1  0  0  0
 25 23  1  0  0  0  0
 19 26  1  6  0  0  0
 27 21  2  0  0  0  0
 28 21  1  0  0  0  0
 29 22  2  0  0  0  0
 23 30  1  6  0  0  0
 31 25  2  0  0  0  0
 32  6  1  0  0  0  0
 20 32  1  1  0  0  0
 33 24  1  0  0  0  0
 33 25  1  0  0  0  0
 34 10  1  0  0  0  0
 35 11  1  0  0  0  0
 36 12  1  0  0  0  0
 14 37  1  1  0  0  0
 15 38  1  1  0  0  0
 16 39  1  6  0  0  0
 18 40  1  1  0  0  0
 19 41  1  1  0  0  0
 20 42  1  6  0  0  0
 23 43  1  1  0  0  0
 24 44  1  6  0  0  0
M  END


  Mrv1652305152104042D          

 44 44  0  0  1  0            999 V2000
   -3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    1.6500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4289    4.1250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4289    4.1250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0000    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    4.1250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5724    3.7125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.0013    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    1.6500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7145    3.7125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    0.4125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    2.4750    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    2.0625    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    4.5375    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    4.5375    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    4.5375    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    3.3000    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    0.8250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    3.3000    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  8  7  1  0  0  0  0
  9  7  1  0  0  0  0
 11 10  2  0  0  0  0
 14  1  1  6  0  0  0
 14  8  1  0  0  0  0
 14 10  1  0  0  0  0
 15  2  1  6  0  0  0
 15  9  1  0  0  0  0
 16  3  1  1  0  0  0
 16 12  1  0  0  0  0
 17  4  1  0  0  0  0
 17 12  2  0  0  0  0
 18  5  1  6  0  0  0
 19 11  1  0  0  0  0
 20 13  1  0  0  0  0
 20 18  1  0  0  0  0
 21 13  1  0  0  0  0
 22 16  1  0  0  0  0
 22 18  1  0  0  0  0
 23 19  1  0  0  0  0
 24 15  1  0  0  0  0
 24 17  1  1  0  0  0
 25 23  1  0  0  0  0
 19 26  1  6  0  0  0
 27 21  2  0  0  0  0
 28 21  1  0  0  0  0
 29 22  2  0  0  0  0
 23 30  1  6  0  0  0
 31 25  2  0  0  0  0
 32  6  1  0  0  0  0
 20 32  1  1  0  0  0
 33 24  1  0  0  0  0
 33 25  1  0  0  0  0
 34 10  1  0  0  0  0
 35 11  1  0  0  0  0
 36 12  1  0  0  0  0
 14 37  1  1  0  0  0
 15 38  1  1  0  0  0
 16 39  1  6  0  0  0
 18 40  1  1  0  0  0
 19 41  1  1  0  0  0
 20 42  1  6  0  0  0
 23 43  1  1  0  0  0
 24 44  1  6  0  0  0
M  END
> <DATABASE_ID>
MMDBc0009607

> <DATABASE_NAME>
MIME

> <SMILES>
[H]C(=C(C)[C@@]1([H])OC(=O)[C@]([H])(O)[C@]([H])(O)\C([H])=C([H])\[C@]([H])(C)CCC[C@]1([H])C)[C@@]([H])(C)C(=O)[C@]([H])(C)[C@@]([H])(CC(O)=O)OC

> <INCHI_IDENTIFIER>
InChI=1S/C25H40O8/c1-14-8-7-9-15(2)24(33-25(31)23(30)19(26)11-10-14)17(4)12-16(3)22(29)18(5)20(32-6)13-21(27)28/h10-12,14-16,18-20,23-24,26,30H,7-9,13H2,1-6H3,(H,27,28)/b11-10+,17-12+/t14-,15+,16-,18-,19-,20-,23-,24+/m1/s1

> <INCHI_KEY>
WCKOGWVWLFJJJX-ZCXGUVEESA-N

> <FORMULA>
C25H40O8

> <MOLECULAR_WEIGHT>
468.587

> <EXACT_MASS>
468.272318248

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
73

> <JCHEM_AVERAGE_POLARIZABILITY>
51.22056681014303

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(3R,4R,6R,7E)-8-[(2S,3S,7R,8E,10R,11R)-10,11-dihydroxy-3,7-dimethyl-12-oxo-1-oxacyclododec-8-en-2-yl]-3-methoxy-4,6-dimethyl-5-oxonon-7-enoic acid

> <ALOGPS_LOGP>
2.77

> <JCHEM_LOGP>
3.5601326066666648

> <ALOGPS_LOGS>
-3.97

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
11.682835259530567

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.3555353083602615

> <JCHEM_PKA_STRONGEST_BASIC>
-3.4195631035073593

> <JCHEM_POLAR_SURFACE_AREA>
130.36

> <JCHEM_REFRACTIVITY>
124.71349999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.00e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3R,4R,6R,7E)-8-[(2S,3S,7R,8E,10R,11R)-10,11-dihydroxy-3,7-dimethyl-12-oxo-1-oxacyclododec-8-en-2-yl]-3-methoxy-4,6-dimethyl-5-oxonon-7-enoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 15-MAY-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   15-MAY-21         0                                  
HETATM    1  C   UNK     0      -6.668   2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.667   9.240   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.667   9.240   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.000   9.240   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.335   9.240   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -4.001   5.390   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -5.335   4.620   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -4.001   6.930   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -4.001   2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.667   3.080   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.334   6.930   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.002   7.700   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -5.335   3.080   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.667   7.700   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.667   7.700   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.000   7.700   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.335   7.700   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.668   6.930   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       9.336   6.930   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.001   6.930   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -0.000   3.080   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -1.334   6.930   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -0.000   4.620   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      -1.334   0.770   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      10.669   7.700   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       9.336   5.390   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       4.001   5.390   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       1.334   2.310   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0       1.334   5.390   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0       6.668   5.390   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0      -1.334   5.390   0.000  0.00  0.00           O+0
HETATM   34  H   UNK     0      -4.001   0.770   0.000  0.00  0.00           H+0
HETATM   35  H   UNK     0      -2.667   4.620   0.000  0.00  0.00           H+0
HETATM   36  H   UNK     0       2.667   6.160   0.000  0.00  0.00           H+0
HETATM   37  H   UNK     0      -6.668   3.850   0.000  0.00  0.00           H+0
HETATM   38  H   UNK     0      -1.334   8.470   0.000  0.00  0.00           H+0
HETATM   39  H   UNK     0       1.334   8.470   0.000  0.00  0.00           H+0
HETATM   40  H   UNK     0       6.668   8.470   0.000  0.00  0.00           H+0
HETATM   41  H   UNK     0      -2.667   1.540   0.000  0.00  0.00           H+0
HETATM   42  H   UNK     0       8.002   6.160   0.000  0.00  0.00           H+0
HETATM   43  H   UNK     0      -0.000   1.540   0.000  0.00  0.00           H+0
HETATM   44  H   UNK     0      -0.000   6.160   0.000  0.00  0.00           H+0
CONECT    1   14                                                            
CONECT    2   15                                                            
CONECT    3   16                                                            
CONECT    4   17                                                            
CONECT    5   18                                                            
CONECT    6   32                                                            
CONECT    7    8    9                                                       
CONECT    8    7   14                                                       
CONECT    9    7   15                                                       
CONECT   10   11   14   34                                                  
CONECT   11   10   19   35                                                  
CONECT   12   16   17   36                                                  
CONECT   13   20   21                                                       
CONECT   14    1    8   10   37                                             
CONECT   15    2    9   24   38                                             
CONECT   16    3   12   22   39                                             
CONECT   17    4   12   24                                                  
CONECT   18    5   20   22   40                                             
CONECT   19   11   23   26   41                                             
CONECT   20   13   18   32   42                                             
CONECT   21   13   27   28                                                  
CONECT   22   16   18   29                                                  
CONECT   23   19   25   30   43                                             
CONECT   24   15   17   33   44                                             
CONECT   25   23   31   33                                                  
CONECT   26   19                                                            
CONECT   27   21                                                            
CONECT   28   21                                                            
CONECT   29   22                                                            
CONECT   30   23                                                            
CONECT   31   25                                                            
CONECT   32    6   20                                                       
CONECT   33   24   25                                                       
CONECT   34   10                                                            
CONECT   35   11                                                            
CONECT   36   12                                                            
CONECT   37   14                                                            
CONECT   38   15                                                            
CONECT   39   16                                                            
CONECT   40   18                                                            
CONECT   41   19                                                            
CONECT   42   20                                                            
CONECT   43   23                                                            
CONECT   44   24                                                            
MASTER        0    0    0    0    0    0    0    0   44    0   88    0
END

Synonyms

Not Available

Molecular Formula

C₂₅H₄₀O₈

Average Mass

468.587

Monoisotopic Mass

468.272318248

IUPAC Name

(3R,4R,6R,7E)-8-[(2S,3S,7R,8E,10R,11R)-10,11-dihydroxy-3,7-dimethyl-12-oxo-1-oxacyclododec-8-en-2-yl]-3-methoxy-4,6-dimethyl-5-oxonon-7-enoic acid

Traditional Name

(3R,4R,6R,7E)-8-[(2S,3S,7R,8E,10R,11R)-10,11-dihydroxy-3,7-dimethyl-12-oxo-1-oxacyclododec-8-en-2-yl]-3-methoxy-4,6-dimethyl-5-oxonon-7-enoic acid

CAS Registry Number

Not Available

SMILES

[H]C(=C(C)[C@@]1([H])OC(=O)[C@]([H])(O)[C@]([H])(O)\C([H])=C([H])\[C@]([H])(C)CCC[C@]1([H])C)[C@@]([H])(C)C(=O)[C@]([H])(C)[C@@]([H])(CC(O)=O)OC

InChI Identifier

InChI=1S/C25H40O8/c1-14-8-7-9-15(2)24(33-25(31)23(30)19(26)11-10-14)17(4)12-16(3)22(29)18(5)20(32-6)13-21(27)28/h10-12,14-16,18-20,23-24,26,30H,7-9,13H2,1-6H3,(H,27,28)/b11-10+,17-12+/t14-,15+,16-,18-,19-,20-,23-,24+/m1/s1

InChI Key

WCKOGWVWLFJJJX-ZCXGUVEESA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as terpene lactones. These are prenol lipids containing a lactone ring.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene lactones

Direct Parent

Terpene lactones

Alternative Parents

Substituents

Terpene lactone
Macrolide
Monocyclic monoterpenoid
Monoterpenoid
Medium-chain fatty acid
Methyl-branched fatty acid
Branched fatty acid
Heterocyclic fatty acid
Hydroxy fatty acid
Fatty acid
Fatty acyl
Unsaturated fatty acid
Dicarboxylic acid or derivatives
1,2-diol
Carboxylic acid ester
Secondary alcohol
Ketone
Lactone
Ether
Oxacycle
Dialkyl ether
Carboxylic acid
Carboxylic acid derivative
Organoheterocyclic compound
Organooxygen compound
Alcohol
Carbonyl group
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.05 g/L	ALOGPS
logP	2.77	ALOGPS
logP	3.56	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	4.36	ChemAxon
pKa (Strongest Basic)	-3.4	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	130.36 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	124.71 m³·mol⁻¹	ChemAxon
Polarizability	51.22 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2022-08-08	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	Not Available	2022-08-09	View Spectrum
MS	Mass Spectrum (Electron Ionization)	Not Available	2022-08-06	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-22	View Spectrum

Chromatographic Retention Times and Retention Indices

Retention Times

Chromatography Type	Technique	Column	Deposition Date	Retention Time (s)
Liquid Chromatography	HILIC	Waters Acquity UPLC-BEH Amide column (void)	2025-10-23	90.7
Liquid Chromatography	HILIC	Accucore 150 Amide HILIC (eluted)	2025-10-23	43.4
Liquid Chromatography	Reversed-phase	Hypersil Gold 1.9 µm C18 (eluted)	2025-10-23	667.4
Liquid Chromatography	Reversed-phase	Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) (eluted)	2025-10-23	668.4
Liquid Chromatography	Reversed-phase	XBridge C18 3.5u 2.1x50 mm (eluted)	2025-10-23	695.1
Liquid Chromatography	Reversed-phase	Ascentis Express C18 (eluted)	2025-10-23	227.0
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	3235.7
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (void)	2025-10-23	81.0
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC (eluted)	2025-10-23	380.6
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	593.4
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-23	148.3
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	156.5
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	191.0
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-23	8.4
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-23	165.9
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	133.9
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	474.8
Liquid Chromatography	Reversed-phase	Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex (eluted)	2025-10-23	1716.8
Liquid Chromatography	Reversed-phase	Waters Atlantis T3 (2.1 x 150 mm, 5 um) (eluted)	2025-10-23	1355.2

Retention Indices

Chromatography Type	Peak Label	SMILES	Stationary Phase	Deposition Date	Retention Index
Gas Chromatography	Carolacton_TMS_1	CO[C@H](CC(=O)O)[C@@H](C)C(=O)[C@H](C)C=C(C)[C@H]1OC(=O)[C@H](O[Si](C)(C)C)[C@H](O)/C=C/[C@H](C)CCC[C@@H]1C	standard non polar	2025-10-23	2261.56
Gas Chromatography	Carolacton_TMS_2	CO[C@H](CC(=O)O)[C@@H](C)C(=O)[C@H](C)C=C(C)[C@H]1OC(=O)[C@H](O)[C@H](O[Si](C)(C)C)/C=C/[C@H](C)CCC[C@@H]1C	standard non polar	2025-10-23	1255.6
Gas Chromatography	Carolacton_TMS_3	CO[C@H](CC(=O)O[Si](C)(C)C)[C@@H](C)C(=O)[C@H](C)C=C(C)[C@H]1OC(=O)[C@H](O)[C@H](O)/C=C/[C@H](C)CCC[C@@H]1C	standard non polar	2025-10-23	1235.91
Gas Chromatography	Carolacton_TMS_4	CO[C@H](CC(=O)O)C(C)=C(O[Si](C)(C)C)[C@H](C)C=C(C)[C@H]1OC(=O)[C@H](O)[C@H](O)/C=C/[C@H](C)CCC[C@@H]1C	standard non polar	2025-10-23	991.732
Gas Chromatography	Carolacton_TMS_5	CO[C@H](CC(=O)O)[C@@H](C)C(O[Si](C)(C)C)=C(C)C=C(C)[C@H]1OC(=O)[C@H](O)[C@H](O)/C=C/[C@H](C)CCC[C@@H]1C	standard non polar	2025-10-23	962.36
Gas Chromatography	Carolacton_TMS_6	CO[C@H](CC(=O)O[Si](C)(C)C)[C@@H](C)C(=O)[C@H](C)C=C(C)[C@H]1OC(=O)[C@H](O[Si](C)(C)C)[C@H](O)/C=C/[C@H](C)CCC[C@@H]1C	standard non polar	2025-10-23	2254.92
Gas Chromatography	Carolacton_TMS_7	CO[C@H](CC(=O)O)[C@@H](C)C(=O)[C@H](C)C=C(C)[C@H]1OC(=O)[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)/C=C/[C@H](C)CCC[C@@H]1C	standard non polar	2025-10-23	2107.1
Gas Chromatography	Carolacton_TMS_8	CO[C@H](CC(=O)O)[C@@H](C)C(O[Si](C)(C)C)=C(C)C=C(C)[C@H]1OC(=O)[C@H](O[Si](C)(C)C)[C@H](O)/C=C/[C@H](C)CCC[C@@H]1C	standard non polar	2025-10-23	1083.48
Gas Chromatography	Carolacton_TMS_9	CO[C@H](CC(=O)O)C(C)=C(O[Si](C)(C)C)[C@H](C)C=C(C)[C@H]1OC(=O)[C@H](O[Si](C)(C)C)[C@H](O)/C=C/[C@H](C)CCC[C@@H]1C	standard non polar	2025-10-23	1015.18
Gas Chromatography	Carolacton_TMS_10	CO[C@H](CC(=O)O[Si](C)(C)C)[C@@H](C)C(=O)[C@H](C)C=C(C)[C@H]1OC(=O)[C@H](O)[C@H](O[Si](C)(C)C)/C=C/[C@H](C)CCC[C@@H]1C	standard non polar	2025-10-23	4651.44
Gas Chromatography	Carolacton_TMS_11	CO[C@H](CC(=O)O)[C@@H](C)C(O[Si](C)(C)C)=C(C)C=C(C)[C@H]1OC(=O)[C@H](O)[C@H](O[Si](C)(C)C)/C=C/[C@H](C)CCC[C@@H]1C	standard non polar	2025-10-23	2480.46
Gas Chromatography	Carolacton_TMS_12	CO[C@H](CC(=O)O)C(C)=C(O[Si](C)(C)C)[C@H](C)C=C(C)[C@H]1OC(=O)[C@H](O)[C@H](O[Si](C)(C)C)/C=C/[C@H](C)CCC[C@@H]1C	standard non polar	2025-10-23	1356.11
Gas Chromatography	Carolacton_TMS_13	CO[C@H](CC(=O)O[Si](C)(C)C)[C@@H](C)C(O[Si](C)(C)C)=C(C)C=C(C)[C@H]1OC(=O)[C@H](O)[C@H](O)/C=C/[C@H](C)CCC[C@@H]1C	standard non polar	2025-10-23	1574.78
Gas Chromatography	Carolacton_TMS_14	CO[C@H](CC(=O)O[Si](C)(C)C)C(C)=C(O[Si](C)(C)C)[C@H](C)C=C(C)[C@H]1OC(=O)[C@H](O)[C@H](O)/C=C/[C@H](C)CCC[C@@H]1C	standard non polar	2025-10-23	826.187
Gas Chromatography	Carolacton_TMS_15	CO[C@H](CC(=O)O[Si](C)(C)C)[C@@H](C)C(=O)[C@H](C)C=C(C)[C@H]1OC(=O)[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)/C=C/[C@H](C)CCC[C@@H]1C	standard non polar	2025-10-23	2052.98
Gas Chromatography	Carolacton_TMS_16	CO[C@H](CC(=O)O[Si](C)(C)C)[C@@H](C)C(O[Si](C)(C)C)=C(C)C=C(C)[C@H]1OC(=O)[C@H](O[Si](C)(C)C)[C@H](O)/C=C/[C@H](C)CCC[C@@H]1C	standard non polar	2025-10-23	1430.29
Gas Chromatography	Carolacton_TMS_17	CO[C@H](CC(=O)O[Si](C)(C)C)C(C)=C(O[Si](C)(C)C)[C@H](C)C=C(C)[C@H]1OC(=O)[C@H](O[Si](C)(C)C)[C@H](O)/C=C/[C@H](C)CCC[C@@H]1C	standard non polar	2025-10-23	2765.77
Gas Chromatography	Carolacton_TMS_18	CO[C@H](CC(=O)O)[C@@H](C)C(O[Si](C)(C)C)=C(C)C=C(C)[C@H]1OC(=O)[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)/C=C/[C@H](C)CCC[C@@H]1C	standard non polar	2025-10-23	2549.08
Gas Chromatography	Carolacton_TMS_19	CO[C@H](CC(=O)O)C(C)=C(O[Si](C)(C)C)[C@H](C)C=C(C)[C@H]1OC(=O)[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)/C=C/[C@H](C)CCC[C@@H]1C	standard non polar	2025-10-23	190.276
Gas Chromatography	Carolacton_TMS_20	CO[C@H](CC(=O)O[Si](C)(C)C)[C@@H](C)C(O[Si](C)(C)C)=C(C)C=C(C)[C@H]1OC(=O)[C@H](O)[C@H](O[Si](C)(C)C)/C=C/[C@H](C)CCC[C@@H]1C	standard non polar	2025-10-23	1757.48
Gas Chromatography	Carolacton_TMS_21	CO[C@H](CC(=O)O[Si](C)(C)C)C(C)=C(O[Si](C)(C)C)[C@H](C)C=C(C)[C@H]1OC(=O)[C@H](O)[C@H](O[Si](C)(C)C)/C=C/[C@H](C)CCC[C@@H]1C	standard non polar	2025-10-23	2325.29
Gas Chromatography	Carolacton_TMS_22	CO[C@H](CC(=O)O[Si](C)(C)C)[C@@H](C)C(O[Si](C)(C)C)=C(C)C=C(C)[C@H]1OC(=O)[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)/C=C/[C@H](C)CCC[C@@H]1C	standard non polar	2025-10-23	1085.32
Gas Chromatography	Carolacton_TMS_23	CO[C@H](CC(=O)O[Si](C)(C)C)C(C)=C(O[Si](C)(C)C)[C@H](C)C=C(C)[C@H]1OC(=O)[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)/C=C/[C@H](C)CCC[C@@H]1C	standard non polar	2025-10-23	2857.52
Gas Chromatography	Carolacton_TMS_1	CO[C@H](CC(=O)O)[C@@H](C)C(=O)[C@H](C)C=C(C)[C@H]1OC(=O)[C@H](O[Si](C)(C)C)[C@H](O)/C=C/[C@H](C)CCC[C@@H]1C	standard polar	2025-10-23	2433.03
Gas Chromatography	Carolacton_TMS_2	CO[C@H](CC(=O)O)[C@@H](C)C(=O)[C@H](C)C=C(C)[C@H]1OC(=O)[C@H](O)[C@H](O[Si](C)(C)C)/C=C/[C@H](C)CCC[C@@H]1C	standard polar	2025-10-23	1759.7
Gas Chromatography	Carolacton_TMS_3	CO[C@H](CC(=O)O[Si](C)(C)C)[C@@H](C)C(=O)[C@H](C)C=C(C)[C@H]1OC(=O)[C@H](O)[C@H](O)/C=C/[C@H](C)CCC[C@@H]1C	standard polar	2025-10-23	2138.15
Gas Chromatography	Carolacton_TMS_4	CO[C@H](CC(=O)O)C(C)=C(O[Si](C)(C)C)[C@H](C)C=C(C)[C@H]1OC(=O)[C@H](O)[C@H](O)/C=C/[C@H](C)CCC[C@@H]1C	standard polar	2025-10-23	2361.66
Gas Chromatography	Carolacton_TMS_5	CO[C@H](CC(=O)O)[C@@H](C)C(O[Si](C)(C)C)=C(C)C=C(C)[C@H]1OC(=O)[C@H](O)[C@H](O)/C=C/[C@H](C)CCC[C@@H]1C	standard polar	2025-10-23	1759.81
Gas Chromatography	Carolacton_TMS_6	CO[C@H](CC(=O)O[Si](C)(C)C)[C@@H](C)C(=O)[C@H](C)C=C(C)[C@H]1OC(=O)[C@H](O[Si](C)(C)C)[C@H](O)/C=C/[C@H](C)CCC[C@@H]1C	standard polar	2025-10-23	2471.09
Gas Chromatography	Carolacton_TMS_7	CO[C@H](CC(=O)O)[C@@H](C)C(=O)[C@H](C)C=C(C)[C@H]1OC(=O)[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)/C=C/[C@H](C)CCC[C@@H]1C	standard polar	2025-10-23	1728.72
Gas Chromatography	Carolacton_TMS_8	CO[C@H](CC(=O)O)[C@@H](C)C(O[Si](C)(C)C)=C(C)C=C(C)[C@H]1OC(=O)[C@H](O[Si](C)(C)C)[C@H](O)/C=C/[C@H](C)CCC[C@@H]1C	standard polar	2025-10-23	2084.89
Gas Chromatography	Carolacton_TMS_9	CO[C@H](CC(=O)O)C(C)=C(O[Si](C)(C)C)[C@H](C)C=C(C)[C@H]1OC(=O)[C@H](O[Si](C)(C)C)[C@H](O)/C=C/[C@H](C)CCC[C@@H]1C	standard polar	2025-10-23	2964.37
Gas Chromatography	Carolacton_TMS_10	CO[C@H](CC(=O)O[Si](C)(C)C)[C@@H](C)C(=O)[C@H](C)C=C(C)[C@H]1OC(=O)[C@H](O)[C@H](O[Si](C)(C)C)/C=C/[C@H](C)CCC[C@@H]1C	standard polar	2025-10-23	2455.59
Gas Chromatography	Carolacton_TMS_11	CO[C@H](CC(=O)O)[C@@H](C)C(O[Si](C)(C)C)=C(C)C=C(C)[C@H]1OC(=O)[C@H](O)[C@H](O[Si](C)(C)C)/C=C/[C@H](C)CCC[C@@H]1C	standard polar	2025-10-23	2102.28
Gas Chromatography	Carolacton_TMS_12	CO[C@H](CC(=O)O)C(C)=C(O[Si](C)(C)C)[C@H](C)C=C(C)[C@H]1OC(=O)[C@H](O)[C@H](O[Si](C)(C)C)/C=C/[C@H](C)CCC[C@@H]1C	standard polar	2025-10-23	2368.51
Gas Chromatography	Carolacton_TMS_13	CO[C@H](CC(=O)O[Si](C)(C)C)[C@@H](C)C(O[Si](C)(C)C)=C(C)C=C(C)[C@H]1OC(=O)[C@H](O)[C@H](O)/C=C/[C@H](C)CCC[C@@H]1C	standard polar	2025-10-23	1345.3
Gas Chromatography	Carolacton_TMS_14	CO[C@H](CC(=O)O[Si](C)(C)C)C(C)=C(O[Si](C)(C)C)[C@H](C)C=C(C)[C@H]1OC(=O)[C@H](O)[C@H](O)/C=C/[C@H](C)CCC[C@@H]1C	standard polar	2025-10-23	2645.59
Gas Chromatography	Carolacton_TMS_15	CO[C@H](CC(=O)O[Si](C)(C)C)[C@@H](C)C(=O)[C@H](C)C=C(C)[C@H]1OC(=O)[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)/C=C/[C@H](C)CCC[C@@H]1C	standard polar	2025-10-23	1579.42
Gas Chromatography	Carolacton_TMS_16	CO[C@H](CC(=O)O[Si](C)(C)C)[C@@H](C)C(O[Si](C)(C)C)=C(C)C=C(C)[C@H]1OC(=O)[C@H](O[Si](C)(C)C)[C@H](O)/C=C/[C@H](C)CCC[C@@H]1C	standard polar	2025-10-23	2713.58
Gas Chromatography	Carolacton_TMS_17	CO[C@H](CC(=O)O[Si](C)(C)C)C(C)=C(O[Si](C)(C)C)[C@H](C)C=C(C)[C@H]1OC(=O)[C@H](O[Si](C)(C)C)[C@H](O)/C=C/[C@H](C)CCC[C@@H]1C	standard polar	2025-10-23	1813.94
Gas Chromatography	Carolacton_TMS_18	CO[C@H](CC(=O)O)[C@@H](C)C(O[Si](C)(C)C)=C(C)C=C(C)[C@H]1OC(=O)[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)/C=C/[C@H](C)CCC[C@@H]1C	standard polar	2025-10-23	3585.86
Gas Chromatography	Carolacton_TMS_19	CO[C@H](CC(=O)O)C(C)=C(O[Si](C)(C)C)[C@H](C)C=C(C)[C@H]1OC(=O)[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)/C=C/[C@H](C)CCC[C@@H]1C	standard polar	2025-10-23	2798.94
Gas Chromatography	Carolacton_TMS_20	CO[C@H](CC(=O)O[Si](C)(C)C)[C@@H](C)C(O[Si](C)(C)C)=C(C)C=C(C)[C@H]1OC(=O)[C@H](O)[C@H](O[Si](C)(C)C)/C=C/[C@H](C)CCC[C@@H]1C	standard polar	2025-10-23	1723.76
Gas Chromatography	Carolacton_TMS_21	CO[C@H](CC(=O)O[Si](C)(C)C)C(C)=C(O[Si](C)(C)C)[C@H](C)C=C(C)[C@H]1OC(=O)[C@H](O)[C@H](O[Si](C)(C)C)/C=C/[C@H](C)CCC[C@@H]1C	standard polar	2025-10-23	1889.18
Gas Chromatography	Carolacton_TMS_22	CO[C@H](CC(=O)O[Si](C)(C)C)[C@@H](C)C(O[Si](C)(C)C)=C(C)C=C(C)[C@H]1OC(=O)[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)/C=C/[C@H](C)CCC[C@@H]1C	standard polar	2025-10-23	2163.55
Gas Chromatography	Carolacton_TMS_23	CO[C@H](CC(=O)O[Si](C)(C)C)C(C)=C(O[Si](C)(C)C)[C@H](C)C=C(C)[C@H]1OC(=O)[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)/C=C/[C@H](C)CCC[C@@H]1C	standard polar	2025-10-23	2582.99

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Microbial Pathways

Pathways

Not Available

Metabolic Reactions

Reactions

This table shows at most 20 reactions. For the full list of associated reactions:

See All Associated Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria/Eubacteria	Firmicutes	1	Human ; Human supragingival plaque; Human subgingival plaque; Human feces; Human saliva	Metabolic reconstruction

Exposure Sources

Other Exposures

Source Type	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

28287364

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

56935649

PDB ID

C3R

ChEBI ID

188515

Food Biomarker Ontology

Not Available

CMMC Knowledgebase

Not Available

General References

van Santen JA, Poynton EF, Iskakova D, McMann E, Alsup TA, Clark TN, Fergusson CH, Fewer DP, Hughes AH, McCadden CA, Parra J, Soldatou S, Rudolf JD, Janssen EM, Duncan KR, Linington RG: The Natural Products Atlas 2.0: a database of microbially-derived natural products. Nucleic Acids Res. 2022 Jan 7;50(D1):D1317-D1323. doi: 10.1093/nar/gkab941. [PubMed:34718710 ]

Showing metabocard for Carolacton (MMDBc0009607)

MOL for #<Metabolite:0x00007f9acd454c68>

3D MOL for #<Metabolite:0x00007f9acd454c68>

3D SDF for #<Metabolite:0x00007f9acd454c68>

3D-SDF for #<Metabolite:0x00007f9acd454c68>

PDB for #<Metabolite:0x00007f9acd454c68>

3D PDB for #<Metabolite:0x00007f9acd454c68>

SMILES for #<Metabolite:0x00007f9acd454c68>

INCHI for #<Metabolite:0x00007f9acd454c68>

Structure for #<Metabolite:0x00007f9acd454c68>

3D Structure for #<Metabolite:0x00007f9acd454c68>